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Sheraton Resort on Sand Key Clearwater Beach, Florida
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Hotel comparison guide

Sheraton Resort on Sand Key vs Island Grand at TradeWinds

Sheraton Resort on Sand Key is a midsize, family-friendly Sheraton on a quieter stretch of Clearwater-area Gulf beach; read this if you want a beach-focused stay with event space and fewer organized activities. Island Grand at TradeWinds is a large, family-oriented beachfront resort complex on St. Pete Beach; read this if you want lots of pools, on-site entertainment and multiple dining options.

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Ground-level hotel lobby seating area at Sheraton Resort on Sand Key with couches and armchairs.

Sheraton Resort on Sand Key

Quiet · Private beach · Family-friendly

Best for travelers who want a quieter, beach-focused family stay with private beach access and on-site event space.

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Island Grand at TradeWinds, St. Pete Beach, Florida

Island Grand at TradeWinds

Large · Activity-packed · Beachfront

Best for families who want multiple pools, on-site water-park features, and lots of kid-focused activities and dining choices.

Quick Verdict: Sheraton Resort on Sand Key vs Island Grand at TradeWinds

When Sheraton Resort on Sand Key wins: choose Sheraton Sand Key if you prefer a calmer beachfront experience, private Gulf-front sand, direct access to nearby nature trails and a property geared to family stays without a theme-park feel.

When Island Grand at TradeWinds wins: choose Island Grand if you want a big resort with many pools, multiple restaurants and bars, an on-site water-park option (surcharge), and a program of activities that keeps kids busy.

Bottom line: both are family-friendly Gulf Coast resorts but they aim at different trip styles — Sheraton Sand Key for a quieter, beach-and-restaurant-focused stay; Island Grand for an activity-heavy, resort-complex experience.

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Sheraton Resort on Sand Key vs Island Grand at TradeWinds – At a Glance

Side-by-side facts for Sheraton Resort on Sand Key and Island Grand at TradeWinds
CategorySheraton Resort on Sand KeyIsland Grand at TradeWinds
Overall vibeQuieter, beach-focused Sheraton resort on a private stretch of Sand Key.Large, busy family resort complex with lots of on-site activities.
LocationClearwater Beach / Sand Key — private Gulf-front beach; close to Sand Key Park and Clearwater attractions.St. Pete Beach — on the beach at 5500 Gulf Blvd, near Upham Beach and Splash Island.
Size (rooms)Roughly 375–390 rooms (Sheraton brand property listing).381 guestrooms listed in supplier listing.
Who it's forFamilies and groups wanting a quieter beach stay and on-site event/wedding space.Families who want lots of pools, kids’ activities, and multiple dining options on property.
Pools & water featuresHeated outdoor beachfront pool, separate children's pool, whirlpool/hot tub.Five outdoor pools, two hot tubs, water slide and water-park access (surcharge).
Dining & barsSeveral on-site venues including Rusty's Bistro, Mainstay Tavern, Slo Joe's Turtle Bar and Poolside Café.Multiple on-site restaurants and cafes (4 restaurants, 2 coffee shops/cafes) and 3 bars/lounges plus poolside bars.
Spa & wellness24-hour fitness center; no verified on-site spa name found in public records for this Sheraton property.Spa services listed on supplier listing (on-site spa services).
Signature featuresPrivate Gulf-front beach on Sand Key, significant meeting and wedding facilities (large ballrooms and beach venue).Large resort complex with water park access (surcharge), many outdoor pools and family entertainment amenities.
Family servicesChildren 17 and under stay free with existing bedding; kid-friendly pool and family programming nearby.Children's pool, children's club (surcharge), arcade/game room and many family activities.
Accessibility & policiesMinimum check-in age 21; service animals allowed; property is smoke-free.

A Look Inside Sheraton Resort on Sand Key

Sheraton Resort on Sand Key: rooms & suitesRooms & suitesSheraton Resort on Sand Key: pools & beachPools & beachSheraton Resort on Sand Key: diningDiningSheraton Resort on Sand Key: spa & wellnessSpa & wellness
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Location: Sand Key vs St. Pete Beach

Sheraton Resort on Sand Key – Location

Sheraton Resort on Sand Key sits on a private Gulf-front beach with easy access to Sand Key Park and nearby Clearwater attractions.

  • Private Gulf-front beach across roughly 13 acres of sand.
  • Short walk to Sand Key Park and quick access to Clearwater Beach via bridge/trolley.
  • Shuttle and Jolley Trolley access; nearest airport listed as St. Pete–Clearwater International (shorter drive) or Tampa International (larger regional airport).

Better if you want a quieter beach setting with nearby Clearwater attractions and nature trails.

Island Grand at TradeWinds – Location

Island Grand at TradeWinds sits directly on St. Pete Beach, with easy beach access and close proximity to Upham Beach and local family attractions.

  • Beachfront address: 5500 Gulf Blvd, St. Pete Beach, FL 33706.
  • Within walking distance of Upham Beach and Splash Island Water Park.
  • Preferred airport for the property listed as Tampa Intl. Airport (TPA).

Better if you want to be on St. Pete Beach with ready access to beach-side attractions and a compact resort complex.

Rooms: layout & scale

Sheraton Resort on Sand Key – Rooms

Sheraton Sand Key has roughly 375–390 rooms with many private balconies and Gulf or Intracoastal views.

  • Room types include Room; Room, Balcony; Room, Balcony, Resort View; Room, Pool View; and an accessible Room (Mobility/Hearing Access, Roll-In Shwr).
  • Many rooms have private balconies/patios overlooking the Gulf or Intracoastal Waterway.
  • Complimentary Wi‑Fi in public areas; in-room Wi‑Fi policy varies by booking terms.

Better if you want a traditional hotel-room inventory with balcony options and accessible rooms.

Island Grand at TradeWinds – Rooms

Island Grand lists 381 guestrooms and a wide range of room and villa configurations, including Gulf-front balconies and multi-bedroom villas.

  • Room names range from Deluxe Room, 2 Double Beds to Villa - Beach Front and Two-Bedroom Villa.
  • Many accommodation options suitable for families, including multi-bed villas and suites.
  • Rooms include in-room microwaves and flat-screen TVs; pillowtop beds and designer toiletries in bathrooms.

Better if you need flexible room configurations for larger families or multi-room villa options.

Dining & drinks: sit-down vs variety

Sheraton Resort on Sand Key – Dining & drinks

Sheraton Sand Key focuses on a small set of curated dining venues, including a signature beachfront restaurant.

  • Rusty's Bistro (beachfront seafood/Florida cuisine) with set breakfast and dinner hours and a resort-casual dress code.
  • Mainstay Tavern for gastropub-style meals and Slo Joe's Turtle Bar for poolside drinks.
  • Poolside Café for quick bites and in-room dining available.

Better if you prefer a few quality on-site dining options anchored by a recognized signature restaurant.

Island Grand at TradeWinds – Dining & drinks

Island Grand offers multiple restaurants, cafes and bars across a larger property suited to families looking for variety.

  • Four restaurants and two coffee shops/cafes on property, plus three bars/lounges and poolside bars.
  • Beach bar and casual dining spread around pools and public spaces.
  • Express check-out and concierge services support dining reservations and resort activities.

Better if you want many on-site dining choices so you can eat on property throughout your stay.

Pools & the hotel's signature amenity

Sheraton Resort on Sand Key – Pools & the hotel's signature amenity

Sheraton Sand Key centers on a heated beachfront pool, a separate children's pool and a whirlpool for a more relaxed pool scene.

  • Heated outdoor beachfront pool with loungers and umbrellas.
  • Dedicated children's pool and a whirlpool/hot tub; pool generally open from early morning to late evening.
  • Poolside service options and a poolside café/bar for light snacks and drinks.

Better if you want a calmer pool experience directly on a quieter stretch of beach.

Island Grand at TradeWinds – Pools & the hotel's signature amenity

Island Grand emphasizes a large pool and water-play provision with five outdoor pools and water-park features.

  • Five outdoor pools and two hot tubs across the complex.
  • Water slide and water-park access available (surcharge) plus poolside bars and cabanas (surcharge options).
  • Children's pool, arcade/game room and many family-friendly pool activities.

Better if you want a resort with lots of pool options and water-play attractions for kids.

Wellness & nightlife

Sheraton Resort on Sand Key – Wellness & nightlife

Sheraton Sand Key has a 24-hour fitness center and casual on-site bars; no verified on-site spa name was found in public records for this property.

  • Sheraton Fitness — 24-hour gym on site.
  • Casual evening at Mainstay Tavern or poolside drinks at Slo Joe's Turtle Bar.
  • Property is smoke-free and offers accessible public spaces for low-key nightlife.

Better if you want a simple fitness option and low-key evening venues without a resort-entertainment scene.

Island Grand at TradeWinds – Wellness & nightlife

Island Grand lists spa services and fitness/activities offerings alongside multiple bars and on-site entertainment.

  • Spa services listed on the supplier profile (reservations required for some services).
  • Multiple bars and lounges for evening drinks and on-site family entertainment options (arcade, miniature golf, scheduled activities).
  • Fitness classes and beach yoga offerings are listed among on-site activities.

Better if you want a property with on-site wellness options plus more active evening entertainment options for families.

Who Wins? Best Pick by Travel Style

Best for a quieter beach stay
Hotel front desk and circular sectional sofa in the lobby of Sheraton Resort on Sand Key.

Sheraton Resort on Sand Key

Sheraton Resort on Sand Key — private Gulf-front beach, heated beachfront pool and a calmer atmosphere.

Best for pools & kids' activities
Island Grand at TradeWinds, St. Pete Beach, Florida

Island Grand at TradeWinds

Island Grand at TradeWinds — five outdoor pools, water slide and water park access (surcharge) with an arcade and children's club.

Best for flexible family accommodations
Island Grand at TradeWinds, St. Pete Beach, Florida

Island Grand at TradeWinds

Island Grand — wide range of room types and multi-bedroom villas for families who need extra space.

Best for events & weddings
Hotel meeting registration area at Sheraton Resort on Sand Key with tables and chairs.

Sheraton Resort on Sand Key

Sheraton Sand Key — large ballroom and extensive indoor/outdoor event space plus a private beach venue.

Frequently asked questions

Sheraton Resort on Sand Key vs Island Grand at TradeWinds: FAQs

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Which resort is better for young children who need activities?

Island Grand at TradeWinds — it has multiple pools, a water slide, access to a water park (surcharge), an arcade and a children's club (surcharge).

Which resort is quieter for a low-key beach holiday?

Sheraton Resort on Sand Key — marketed and presented as a quieter, beach-focused family resort with private beach access and fewer organized on-site activities.

Do both properties welcome families?

Yes. Both properties are family-friendly and list amenities for children; both note that children (generally up to age 17) can stay free when using existing bedding.

Are there spa services at both properties?

Island Grand lists spa services on its supplier profile. A verified, named on-site spa for Sheraton Sand Key was not found in public records.

More Sheraton Resort on Sand Key Comparison Guides

Explore how Sheraton Resort on Sand Key stacks up against other hotels nearby:

Wide sandy beach view to the ocean from the resort at Sheraton Resort on Sand Key
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